(4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol

Base Information

• Chemical Name: (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol
• CAS No.: 173400-77-6
• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.381
• Mol file: 173400-77-6.mol

Synonyms:(4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol

Chemical Property of (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol

There total 4 articles about (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

methyl (4S,5S)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (173097-65-9) → (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol (173400-77-6)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1002/hlca.19950780703

Reference yield:

bromobenzene (108-86-1,52753-63-6) → (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol (173400-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Mg / 2.) THF, 1 h, 20-30 deg C

2: 93 percent / Na₂CO₃ / dimethylformamide / 48 h / Ambient temperature

3: 93 percent / NaBH₄ / methanol

With sodium tetrahydroborate; sodium carbonate; magnesium; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19950780703

Reference yield:

methyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid-5-carboxylate (67844-12-6) → (4S,5R)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-methanol (173400-77-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Mg / 2.) THF, 1 h, 20-30 deg C

2: 93 percent / Na₂CO₃ / dimethylformamide / 48 h / Ambient temperature

3: 93 percent / NaBH₄ / methanol

With sodium tetrahydroborate; sodium carbonate; magnesium; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19950780703

upstream raw materials:

methyl (4S,5S)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

bromobenzene

methyl (4S,5S)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid-5-carboxylate

(4S,5S)-5-(hydroxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid

Downstream raw materials:

((4S,5S)-5-Chloromethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-diphenyl-methanol

(4S,5S)-4-(chloromethyl)-5-(methoxydiphenylmethyl)-2,2-dimethyl-1,3-dioxolane